15854-60-1

Basic information

• Product Name: methyl (2E)-3-(2,3-dimethoxyphenyl)prop-2-enoate
• Synonyms: 2-Propenoic acid, 3-(2,3-dimethoxyphenyl)-, methyl ester; Methyl (2E)-3-(2,3-dimethoxyphenyl)-2-propenoate; Methyl 3-(2,3-dimethoxyphenyl)-2-propenoate
• CAS NO: 15854-60-1
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.2372
• Mol File: 15854-60-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 325.7°C at 760 mmHg
• Flash Point: 142.2°C
• Density: 1.12g/cm³
• Vapor Pressure: 0.000227mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: methyl (2E)-3-(2,3-dimethoxyphenyl)prop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2E)-3-(2,3-dimethoxyphenyl)prop-2-enoate(15854-60-1)
• EPA Substance Registry System: methyl (2E)-3-(2,3-dimethoxyphenyl)prop-2-enoate(15854-60-1)

Safety Data

• Hazardous Substances Data: 15854-60-1(Hazardous Substances Data)

Upstream product

• 7345-82-6 trans-2,3-dimethoxycinnamic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 107-06-2 1,2-dichloro-ethane 

Downstream Products

• 67015-34-3 5,6-dimethoxy-2,2-dimethyl-2H-benzopyran 
• 63307-15-3 4-(2,3-Dimethoxy-phenyl)-1-methanesulfinyl-butan-2-one 
• 52644-01-6 5,6-dimethoxy-2-tetralone 
• 65953-99-3 methyl 3-(2,3-dimethoxyphenyl)propanoate 
• 113949-25-0 (E)-4-(2,3-Dimethoxy-phenyl)-2-methyl-but-3-en-2-ol 
• 71797-89-2 (2,3-dimethoxy-phenyl)-propiolic acid 

Relevant articles and documents

Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of N-(Aryloxy)imines

N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C-C bond-forming reactions with allylpalladium(II) electrophiles generated from allylic tert-butyl carbonates. This reactivity umpolung enables the formal α-allylation of (pseudo)benzylic primary amines. Mechanistic studies reveal that the apparent regioselectivity of the desired bond-forming event is a convergent process that is initiated by unselective allylation of N-(aryloxy)imines to give several regioisomeric species, which subsequently rearrange via stepwise [1,3]- or concerted [3,3]-sigmatropic shifts, ultimately converging to provide the desired regioisomer of the amine products.

Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach

Antifeedant activity of mainly phenylpropanoic, cinnamic, and benzoic acids esters was tested on the pine weevil, Hylobius abietis (L.). Of 105 compounds screened for activity, 9 phenylpropanoates, 3 cinnamates, and 4 benzoates were found to be highly active antifeedants. To understand the structure-activity relationships of these compounds, a multivariate analysis study was performed. A number of molecular and substituent descriptors were calculated and correlated to results from two-choice feeding tests with H. abietis. Three local models were developed that had good internal predictive ability. External test sets showed moderate predictivity. In general, low polarity, small size, and high lipophilicity were characteristics for compounds having good antifeedant activity.

1-hydroxy-4(3-cyclopentyloxy-4-methoxyphenyl)-2-pyrrolidone and anti-hypertensive use thereof

STR1 Substituted cyclic hydroxamic acids of general formula (I) in which R1, R2 and R3 are independently hydrogen, halogen, lower alkyl, lower alkoxy, cycloalkoxy, aryloxy which is optionally substituted by 1 to 3 halogen,